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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1193406Generated: November 1, 2026

Diisopropylethylamine → HCID 66799234, compound

https://huagongshe.com/reaction/1193406

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Bromopyridinium chlorideHCID 88100—
ReactantPhenylmethyl N-methyl-N-3-piperidinylcarbamateHCID 44829085—
Solvent1-ButanolHCID 263—
ProductHCID 66799234HCID 6679923477%

Reaction Steps

A mixture of benzyl methyl(piperidin-3-yl)carbamate (6.32 mmol, 1.0 eq.), 4-brompyridine HCl (2.5 g, 12.64 mmol, 2.0 eq.) and DIPEA (5.7 ml, 31.6 mmol, 5.0 eq.) in n-butanol (40 ml) was refluxed for 24 hours. The reaction mixture was concentrated and the residue was taken up in DCM (200 ml) and washed with sat. NaHCO3 solution (3×100 ml), water (100 ml) and sat. NaCl solution (100 ml). The org. phase was then dried over sodium sulfate, concentrated under reduced pressure and purified by column chromatography (silica gel, 5% MeOH in DCM). Yield: 77% (1.6 g, 4.92 mmol)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680159B2
Source datasetuspto-grants-2014_03
ORD IDord-e193ba89e51748029f013ffef217c73f
Source noteuspto-grants-2014_03